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Top Trending Hotels Near Cutthroat Harbor Estates, Summerland Key

The Perry Hotel & Marina Key West
2 outdoor pools, open 8:00 AM to 10:00 PM, pool loungers

The Perry Hotel & Marina Key West

4.0 star property
9.4 out of 10, Exceptional, (1107)
"Beautiful place!"
The price is 4.376.440 ₫
6.456.468 ₫ total
includes taxes & fees
26 Oct - 27 Oct
The Perry Hotel & Marina Key West
DoubleTree Resort by Hilton Grand Key - Key West
Outdoor pool, open 7:00 AM to 11:00 PM, free pool cabanas, pool loungers

DoubleTree Resort by Hilton Grand Key - Key West

4.0 star property
8.0 out of 10, Very good, (1004)
"Great stay. Helpful and attentive staff, transportation provided to the old town and to the beach. "
The price is 3.249.523 ₫
4.545.903 ₫ total
includes taxes & fees
12 Oct - 13 Oct
DoubleTree Resort by Hilton Grand Key - Key West
Havana Cabana at Key West
Outdoor pool, pool loungers

Havana Cabana at Key West

4.0 star property
8.8 out of 10, Excellent, (1748)
"Great place to stay!"
The price is 3.936.618 ₫
6.170.039 ₫ total
includes taxes & fees
27 Oct - 28 Oct
Havana Cabana at Key West
Hilton Garden Inn Key West / The Keys Collection
Outdoor pool, open 6:00 AM to 10:00 PM, pool cabanas (surcharge)

Hilton Garden Inn Key West / The Keys Collection

3.5 star property
7.8 out of 10, Good, (1093)
"Very nice hotel."
The price is 3.116.324 ₫
4.247.822 ₫ total
includes taxes & fees
13 Oct - 14 Oct
Hilton Garden Inn Key West / The Keys Collection
The Laureate Key West
Indoor pool, outdoor pool, open 7:00 AM to 10:00 PM, pool umbrellas

The Laureate Key West

3.5 star property
9.0 out of 10, Wonderful, (1002)
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
The price is 4.193.784 ₫
5.460.096 ₫ total
includes taxes & fees
6 Oct - 7 Oct
The Laureate Key West
Hyatt Vacation Club at Beach House, Key West
Outdoor pool

Hyatt Vacation Club at Beach House, Key West

3.5 star property
9.4 out of 10, Exceptional, (1001)
"Very friendly staff, quiet location "
The price is 6.251.112 ₫
8.219.553 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Hyatt Vacation Club at Beach House, Key West
Hampton Inn Key West FL
Outdoor pool, pool umbrellas, pool loungers

Hampton Inn Key West FL

2.5 star property
9.0 out of 10, Wonderful, (1241)
"Nice hotel with a great free shuttle into town"
The price is 4.457.544 ₫
5.014.737 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Hampton Inn Key West FL
Oceans Edge Key West Resort, Hotel & Marina
Daily cooked-to-order breakfast for a fee

Oceans Edge Key West Resort, Hotel & Marina

4.0 star property
8.8 out of 10, Excellent, (1723)
"Very good for visiting "
The price is 3.378.142 ₫
5.322.040 ₫ total
includes taxes & fees
7 Oct - 8 Oct
Oceans Edge Key West Resort, Hotel & Marina
Parmer's Resort
Suite, 1 Bedroom, Kitchen, Sea Facing | Beach/ocean view

Parmer's Resort

2.5 star property
9.0 out of 10, Wonderful, (1000)
"Had a wonderful time place is very nice enjoyed ourselves "
The price is 3.062.254 ₫
4.305.685 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Parmer's Resort
Sugar Loaf Lodge
Restaurant

Sugar Loaf Lodge

2.5 star property
8.2 out of 10, Very good, (1000)
"Nice family owned spot. "
The price is 2.611.224 ₫
2.937.759 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Sugar Loaf Lodge
Old Wooden Bridge Resort and Marina
2 Bedroom Aqua Lodge # 13 Barracuda | Living area | Flat-screen TV

Old Wooden Bridge Resort and Marina

2.5 star property
8.6 out of 10, Excellent, (258)
"Really I have the best experience and soon I want to go again "
The price is 2.109.869 ₫
6.082.728 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Old Wooden Bridge Resort and Marina
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Reception

Fairfield Inn & Suites by Marriott Key West at the Keys Collection

3.5 star property
8.4 out of 10, Very good, (1001)
"Shuttle was great. Hotel staff is very friendly."
The price is 3.138.744 ₫
4.271.461 ₫ total
includes taxes & fees
12 Oct - 13 Oct
Fairfield Inn & Suites by Marriott Key West at the Keys Collection
Looe Key Reef Resort
Exterior

Looe Key Reef Resort

2.5 star property
7.4 out of 10, Good, (1000)
"Average stay, old room, friendly staff, quiet"
The price is 5.234.317 ₫
5.888.706 ₫ total
includes taxes & fees
20 Oct - 21 Oct
Looe Key Reef Resort
Beachside Resort & Residences
Outdoor pool, pool umbrellas, pool loungers

Beachside Resort & Residences

3.5 star property
8.6 out of 10, Excellent, (1576)
"Enjoyed our stay"
The price is 2.848.608 ₫
4.539.968 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Beachside Resort & Residences
Hyatt Vacation Club at Windward Pointe, Key West
Outdoor pool

Hyatt Vacation Club at Windward Pointe, Key West

3.5 star property
9.6 out of 10, Exceptional, (1002)
"Gorgeous resort! Very clean and conveniently located. "
The price is 5.776.344 ₫
7.685.307 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Hyatt Vacation Club at Windward Pointe, Key West
Blue Flamingo Resort Key West
2 outdoor pools, open 7:00 AM to 11:00 PM, pool cabanas (surcharge)

Blue Flamingo Resort Key West

4.0 star property
8.0 out of 10, Very good, (1603)
"Great resort. "
The price is 2.892.128 ₫
4.737.295 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Blue Flamingo Resort Key West
Aqua Lodges at Hurricane Hole Marina
Restaurant

Aqua Lodges at Hurricane Hole Marina

2.0 star property
9.0 out of 10, Wonderful, (162)
"The stay was beautiful "
The price is 2.350.102 ₫
7.065.140 ₫ total
includes taxes & fees
6 Oct - 7 Oct
Aqua Lodges at Hurricane Hole Marina
Atlantic View Luxury Villa with Pool
Swim-up bar

Atlantic View Luxury Villa with Pool

3.5 star property
10.0 out of 10, Exceptional, (1)
"We were here for a night and it was great. A nice rustic feel on a big property, with good view. "
Atlantic View Luxury Villa with Pool
Little Torch Cottages
Exterior

Little Torch Cottages

2.0 star property
9.2 out of 10, Wonderful, (9)
"Felt like home. We'd stay here again!"
Little Torch Cottages
Barnacle Resort
Flat-screen TV

Barnacle Resort

3.0 star property
8.2 out of 10, Very good, (40)
"Perfect place for a quiet getaway."
Barnacle Resort
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Where to stay in Cutthroat Harbor Estates

Find the best Cutthroat Harbor Estates areas for the activities you enjoy most.

Sugarloaf Shores

Though Sugarloaf Shores may not have many top sights, you can venture to the surrounding area to see attractions like Sugarloaf Beach and Upper Sugarloaf Sound.

Cudjoe Gardens

While Cudjoe Gardens may not have many sights to explore, venturing just a little farther will lead you to top things to see and do like Upper Sugarloaf Key and Venture Out Keys.

Breezeswept Beach Estates

While there might not be top attractions in Breezeswept Beach Estates, you can explore the larger area and discover places like Venture Out Keys and Cook Island.

Top Cutthroat Harbor Estates Hotel Reviews

The Laureate Key West

The Laureate Key West

10/10 Excellent
"This is our second time staying there. We love the hotel. It close to everything and have a great view "
Nini 3-night trip
Posted 3 days ago
The Laureate Key West

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Explore a world of travel with Expedia

Frequently asked questions

What's it like in Cutthroat Harbor Estates?

Travellers to Summerland Key's Cutthroat Harbor Estates neighbourhood will be sure to enjoy a stay here.

How many hotels are there in Cutthroat Harbor Estates?

Expedia has 76 hotels and other accommodation options in Cutthroat Harbor Estates to choose from, making this an ideal home base for exploring the greater Summerland Key area.

If I need to cancel my hotel reservation in Cutthroat Harbor Estates, will I receive a refund?

Yes! Most hotel bookings are refundable if you cancel prior to the hotel's cancellation deadline, which is often 24 or 48 hours before your scheduled arrival. If your reservation is non-refundable, it might still be possible to cancel it and receive a refund within 24 hours of booking. Add dates, click "Search", then use the filter option "fully refundable" to get the best options available in Cutthroat Harbor Estates.

What are the top things to see and do in Cutthroat Harbor Estates?

A few places to visit in the area around Cutthroat Harbor Estates include Venture Key, Out Key and Venture Out Keys. Crab Key and Pye Key are also worth a visit when you're out sightseeing in Summerland Key.